N-(3-Chlorophenyl)-4-(2-((4-methoxybenzyl)amino)-2-oxoethoxy)benzamide

ID: ALA4846746

PubChem CID: 162640903

Max Phase: Preclinical

Molecular Formula: C23H21ClN2O4

Molecular Weight: 424.88

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(CNC(=O)COc2ccc(C(=O)Nc3cccc(Cl)c3)cc2)cc1

Standard InChI:  InChI=1S/C23H21ClN2O4/c1-29-20-9-5-16(6-10-20)14-25-22(27)15-30-21-11-7-17(8-12-21)23(28)26-19-4-2-3-18(24)13-19/h2-13H,14-15H2,1H3,(H,25,27)(H,26,28)

Standard InChI Key:  KLMRBTGADQYWHD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   29.3196   -9.6521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0292   -9.2427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0292   -8.4200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3178   -8.0148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6127   -8.4221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6127   -9.2432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9053   -8.0131    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.9053   -7.1959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7376   -9.6502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4446   -9.2405    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.1530   -9.6480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8601   -9.2383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5684   -9.6457    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.2755   -9.2360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9810   -9.6437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6867   -9.2347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6867   -8.4166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9734   -8.0093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2755   -8.4207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3932   -8.0060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3932   -7.1888    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.1021   -8.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.8087   -8.0019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5147   -8.4089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2207   -7.9990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2207   -7.1809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5049   -6.7745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8087   -7.1868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5049   -5.9574    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   32.1530  -10.4652    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  6  5  2  0
  6  1  1  0
  5  7  1  0
  7  8  1  0
  2  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 17 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 23  1  0
 27 29  1  0
 11 30  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4846746

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 424.88

Molecular Weight (Monoisotopic): 424.1190

AlogP: 4.30

#Rotatable Bonds: 8

Polar Surface Area: 76.66

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.31

CX Basic pKa: ┄

CX LogP: 3.97

CX LogD: 3.97

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.57

Np Likeness Score: -1.65

References

1. Turgutalp B, Uslu M, Helvacioglu S, Charehsaz M, Gurdal EE, Sippl W, Kocabas F, Yarim M..  (2021)  Lead Optimization and Structure-Activity Relationship Studies on Myeloid Ecotropic Viral Integration Site 1 Inhibitor.,  64  (19.0): [PMID:34542289] [10.1021/acs.jmedchem.1c00972]

Source

Source(1):

• Scientific Literature